Family-friendly holiday rentals in Lahaina

A patio table is set with decorative plates, glasses, and a bottle of wine, accompanied by a vibrant flower. Lush green grass extends in the background, with palm trees and a cloudy sky completing the serene view.

4.98 out of 5 average rating, 139 reviews

Best Location in Kapalua, walk to beach, spacious

Best location spacious 1-bedroom 1-bath Kapalua Bay Villa, walk to Kapalua Bay Beach and Napili Bay -best for swimming and snorkeling. Ideal for families and couples. Modern interior with lots of natural light. Enjoy views and fresh island air from this ground-level unit with large bay windows and a walk-out patio. Walk to Montage, Ritz Carlton, Honolua Store, restaurants (Cane & Canoe, Merriman's, Taverna, Sansei, Seahouse), golf, and tennis. Free parking/wifi. Up to 4 people (including infants

The living area features a gray sofa with patterned cushions facing a wooden coffee table. A wall-mounted TV is positioned nearby, and large glass doors bring in natural light, opening to a private lanai with views of the outdoors. Decor is minimalistic and modern.

4.97 out of 5 average rating, 136 reviews

3 Min to Beach, King Bed and Beach Gear

- Walk across the street to beautiful, uncrowded Kahana Beach - Beach chairs, cooler and umbrella included - See sea turtles, breaching whales swimming in the ocean - Close to Ka'anapali and Kapalua golf courses - A/C in bedroom and living room - King size bed and queen sleeper - Smart Cable TV, stereo - Walk to groceries, restaurants, and bars - Fast WiFi - Fully renovated condo with great mix of locals and vacationers - Popular restaurants Miso Phat, Captain Jacks and Dolly's are 1 minute away

4.95 out of 5 average rating, 168 reviews

A lush outdoor garden area is visible, featuring vibrant green grass and tropical plants. A seating arrangement with a table and chairs can be seen under an overhang, framed by a flowering tree. The ocean glistens in the distance beneath a clear blue sky.

Townhouse in Lahaina

Amazing Kapalua ,Stay 7 nights, only pay for 6 !

Our place is close to 3 beautiful beaches, 2 spectacular golf courses, tennis garden, hiking trails, whales, zip line, shops, restaurants, pools, barbecue, and spas. You’ll love our place because of the incredible views from the outdoor garden. It is huge and we call it our living room on the lawn. You'll love the ambiance, neighborhood, people. You will love everything about the Ridge at Kapalua. Our place is good for couples, solo adventurers, business travelers, not suitable for children.

A serene beach scene is depicted with soft sand leading to calm turquoise waters. Palm trees line the shore, creating a natural frame for the horizon. The sky is partially covered with clouds, allowing patches of blue to shine through, enhancing the tranquil atmosphere.

4.86 out of 5 average rating, 138 reviews

Newly Remodeled 1-Bedroom Condo in Napili Bay

Escape to Paradise at Napili Ridge! Our modern decorated 1-bedroom condo is the perfect getaway for you and your loved ones. With a comfortable queen-size bed in the bedroom, you'll have a peaceful space to relax and unwind. The bright and open living area is perfect for lounging after a day at the beach, offering a cozy and inviting atmosphere to make you feel right at home. Step out the door and immerse yourself in the beautiful surroundings of Napili Bay Beach, just a short walk down the

A dining table is set with plates and utensils, positioned on a lush green lawn. Palm trees surround the area, offering a tropical ambiance with the ocean visible in the background under a partly cloudy sky.

4.92 out of 5 average rating, 134 reviews

OCEAN FRONT Condo at Napili Bay, Near Kapalua!

Thank you for checking out my OCEAN FRONT condo located at the Charming Napili Shores resort. This recently renovated condo is in the high demand I building, which is the closest to the ocean in the complex. Imagine every morning you enjoy the brunch ordered from the famous Gazebo restaurant at your own Lanai right beside the ocean; Soak up the sunshine on the Napili beach steps away from the resort during the day, and come back in the evening to watch the stunning sunset in your room!

A welcoming studio space features a king bed and comfortable seating area. A round dining table with chairs and a wooden coffee table are positioned beside the large window, which offers views of the outdoor landscape. Artwork adorns the walls, adding a touch of style.

4.95 out of 5 average rating, 185 reviews

Ocean Tropics Oasis, Beachfront, King bed, AC/pool

Welcome to the Royal Kahana! Views from your private lanai are first class. View includes ocean, sunset, neighboring islands, mountains, and even humpback whale breaches. Relax at our upgraded studio which has all the amenities you need for an amazing stay. Recent upgrades include updated lighting, artwork, furniture, all new bedding and pillows, new and additional seating on the lanai, and OLED tv. USB ports by bed and kitchen. Great for couples, with sofa bed we can accommodate 3.

A lanai offers a view of the ocean, framed by tall palm trees swaying in the breeze. In the foreground, a small table is set with two wine glasses, inviting relaxation and enjoyment of the coastal scenery.

4.86 out of 5 average rating, 290 reviews

Kaanapali Shores Double Oceanview Resort Living

Your perfect Maui vacation! The west side of Maui is where it’s at and it gets no better than Kaanapali Beach, recognized worldwide as one of the top beaches anywhere. Add our gorgeous yet sensibly priced condominium and you have it all. Oceanfront views from both the very private, quiet, cool lanai (balcony) and master bedroom including the beautiful Molokai island, and views of the West Maui mountains are just the beginning of the many great reasons to stay in our condominium.

The living area features a rattan furniture set, including a sofa adorned with tropical print cushions. A glass coffee table rests on tiled flooring, while large glass doors provide views of the lush garden outside. A ceiling fan adds to the open, airy ambiance.

4.91 out of 5 average rating, 163 reviews

Affordable Gem Honokowai /NEW AC/Location! Unit 2

Proud owners of this gorgeous condo and we own the one next door for couples traveling together. See Affordable Gem Honokowai/Lahaina/Location!! Unit 1. Each 1 Bedroom/1 Bath Paki Maui, Ideal (West side) location, lanai sits in tropical gardens, Koi pond, waterfalls, many additional amenities. Complex is on the ocean, next to the park and beach. Close to Kapalua, Lahaina, Kahana, restaurants, shopping and watersports. Plenty of free parking and taxes included in pricing.

4.97 out of 5 average rating, 147 reviews

Napili bay Studio November special$99

Aloha🙏🙏🙏 Corner unit . 43 vizio TV(Smart) Free WiFi King size bed Ceiling fan AC 12000 BTU Balcony’s chair Beach umbrella Beach chairs (2) And cooler Oven Microwave Refrigerator Pots,pans,utensils Coffee maker Complimentary coffee Set of beach towels (2) Set of towels,hand towels Etc Hair dryer Pool/all year around Iron Start up hand soap shampoo,conditioner,lotion Maui book Free parking Bbq area Toaster Blender Sal/pepper Ceiling fan 10 min walk to Napili bay

4.98 out of 5 average rating, 178 reviews

A modern loft interior features a spacious living area with a light grey sectional sofa adorned with various blue and white throw pillows. A simple wooden dining table with teal seating is visible alongside a kitchen with a white island. Large windows allow natural light, and a decorative wall clock adds charm.

Condo in Kihei

Live, Love, Loft in Beautiful Maui

Experience the beautiful island of Maui and all its wonder in this modern loft in Central Kihei. You’re just minutes away from stunning beaches, local markets, and some of the best food on island. Nothing feels like you’ve arrived in Maui like the welcoming sand and warm waters of Charlie Young Beach, just across the street. Head down to The Cove to surf or paddle board with the locals. Or simply relax, put on a classic record and enjoy the sunset from the balcony.

A cozy outdoor lanai offers a stunning view of the ocean, framed by swaying palm trees. Two wooden chairs and a small table are positioned on the balcony, with a blue and green patterned rug underneath. The horizon showcases multiple shades of blue, reflecting the clear sky and water.

4.95 out of 5 average rating, 111 reviews

Unbeatable Deal with Spectacular Views on Maui!

Immaculate Oceanfront Condo with Stunning Views! Experience perfection in this pristine condo, offering fabulous oceanfront views that will take your breath away! **Valley Isle Resort 609** Located on the 6th floor of the lush, oceanfront Valley Isle Resort, this 1-bedroom, 1-bath condo offers panoramic views of the ocean and the islands of Moloka'i and Lana'i. Enjoy the best sunsets imaginable and prime whale-watching opportunities.

An outdoor lanai features a small table and two wicker chairs, offering a direct view of the expansive Pacific Ocean. The ocean's vibrant blue waters stretch toward the horizon under a partly cloudy sky, creating a serene and inviting area for relaxation.

4.99 out of 5 average rating, 200 reviews

DIRECT OCEAN FRONT STUDIO W OCEAN IS UR BACK YARD!

This is a hotel-zoned condo. It will not be affected by potential upcoming county regulations. Book with confidence!! Thank you for considering my direct ocean front studio condo in Kahana, my condo is located minutes outside of Lahaina , Kaanapali , Napili and Kapalua. You'll find the ocean view from my lanai/ room to be breathtaking and serene. This is truly an hidden gem on Maui.

Popular amenities for Lahaina family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A fully equipped kitchen features granite countertops, a refrigerator, microwave, and stove with an oven. Two wooden bar stools are positioned at the counter. The open layout allows for easy movement between the kitchen and living areas.

4.98 out of 5 average rating, 191 reviews

Kaanapali Shores - SUPER CLEAN! OceanView 1bd/1ba

4.94 out of 5 average rating, 131 reviews

A scenic outdoor space features a table set for dining, overlooking a vibrant green lawn and an expansive ocean view. Nearby, comfortable seating invites relaxation. The kitchen area is equipped with modern appliances, while a stylish clock adorns the wall.

Condo in Wailuku

Oceanfront Getaway, Brand New, Steps To Beach

A spacious living area features a comfortable sofa adorned with decorative pillows. A light-colored coffee table is positioned centrally on a patterned rug. The open kitchen is visible in the background, equipped with modern appliances and sleek cabinetry. Bar stools line the kitchen counter.

4.97 out of 5 average rating, 144 reviews

Beautiful Papakea 1 Bedroom with A/C

A spacious bedroom is equipped with a large bed adorned with colorful pillows. Two patterned armchairs are positioned beside a small table, creating a cozy seating area. A glass sliding door provides natural light and offers a view of the outdoor greenery.

4.98 out of 5 average rating, 102 reviews

Your Oasis by the Sea, stay at B103!

The image captures a vibrant pool surrounded by natural stone features and lush tropical landscaping. The resort's multi-story buildings are visible in the background, framed by swaying palm trees under a partly cloudy sky. A wooden bridge crosses the pool area, adding to the serene atmosphere.

4.99 out of 5 average rating, 165 reviews

Beautiful Ocean View on Quiet Side of Honua Kai!

4.96 out of 5 average rating, 184 reviews

A modern kitchen is shown with sleek gray cabinetry and stainless steel appliances. An island seating area with two wooden stools is present, topped with a decorative tray and two cups. Pendant lights with blue shades illuminate the space, enhancing the open and functional layout.

Condo in Kihei

Renovated Condo | 3 Min Walk to Toes in the Sand!

Superhost

A tropical pool area is framed by swaying palm trees, with sun loungers arranged around the water. The ocean is visible in the background, along with distant mountains under a partly cloudy sky.

4.79 out of 5 average rating, 200 reviews

Aloha Ocean View Studio Papakea Fall specials

An outdoor dining area is displayed on a balcony, showcasing a table set for four. The picturesque beach and calm ocean waters extend in the background under a partly cloudy sky, enhancing the inviting atmosphere for al fresco dining.

4.94 out of 5 average rating, 107 reviews

Direct Beachfront A/C & on Sandy Swimmable Beach

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 117 reviews

The exterior of a spacious home is framed by lush tropical plants and trees. A charming pathway leads to a welcoming front deck illuminated by soft lighting. Large sliding doors enhance visibility into the interior, where comfortable seating is visible in a cozy living space.

Home in Wailea

Mana Hale Vacation Rental

5 out of 5 average rating, 8 reviews

Maui Tropical Sunset - First Floor with The Extras

4.97 out of 5 average rating, 129 reviews

The open living area showcases vaulted ceilings and warm wood beams. A modern kitchen island with a marble finish is complemented by stylish pendant lights. A cozy seating area invites relaxation, while large windows offer views of the surrounding landscape, enhancing the bright and airy atmosphere.

Townhouse in Wailea

Beautiful Wailea Ekolu Townhouse-Perfect Get-Away

4.89 out of 5 average rating, 510 reviews

An open living space features a comfortable bed with soft blue linens, a stylish fold-out loveseat, and a large area rug. A fully equipped kitchen with wooden cabinets and a breakfast bar is visible, complemented by natural light from nearby windows.

Guest suite in Wailuku

Oceanview, Banana Bread, Hot Tub & Sauna near OGG

The image captures a serene beach scene with clear turquoise waters gently lapping against a sandy shore. Distant islands are visible on the horizon under a bright blue sky adorned with soft white clouds. The tranquil ocean setting suggests opportunities for swimming and snorkeling.

4.85 out of 5 average rating, 125 reviews

A jewel on Oceanfront & Breath Taking Views.

4.93 out of 5 average rating, 374 reviews

A sunlit swimming pool is framed by lush green grass, leading to a well-designed single-story home with a distinct round roof. The expansive landscape stretches in the background, providing a view of the ocean and distant mountains under a clear blue sky.

Home in Kula

Kula Jewel - Pool, Hot Tub & Awesome Views!

4.88 out of 5 average rating, 251 reviews

An inviting bedroom features a spacious bed with a patterned blanket. Two framed paintings adorn the light blue walls, and a bedside lamp provides soft illumination. A doorway leads to a bright living area, with natural light visible from additional outdoor access.

Apartment in Wailuku

2B/2B Cottage/Cozy/Central/Private/Historic town

4.86 out of 5 average rating, 115 reviews

A comfortable living area features a green sofa with decorative pillows, complemented by a wooden coffee table and matching lamps. A dining space with a table and chairs is visible in the background, alongside a kitchen area with a bright, airy atmosphere enhanced by natural light.

Home in Paia

Two Bedroom Green Turtle House

Family-friendly home rentals with a pool

4.93 out of 5 average rating, 15 reviews

Maui Eldorado Condo H105

5 out of 5 average rating, 49 reviews

A dining table is set for breakfast on the lanai, featuring colorful flowers in a vase and plates with food. The ocean can be seen in the background, along with distant islands and a clear blue sky, creating a serene beachfront setting.

Apartment in Lahaina

Oceanfront penthouse - stunning view!

4.95 out of 5 average rating, 21 reviews

The resort grounds feature a well-maintained lawn with palm trees and tropical plants, leading towards the ocean. A pathway divides the greenery and leads to a central building. Lounge chairs are positioned in the foreground, while the sun sets on the horizon, creating a serene atmosphere.

Apartment in Lahaina

Beachside - Maui Style

A spacious living area showcases modern tropical design with large windows providing unobstructed views of the ocean and sunset. A comfortable brown sofa and armchairs create a cozy seating arrangement, complemented by a round coffee table and woven area rug. Decorative plants add a touch of nature.

5 out of 5 average rating, 42 reviews

Turtles & Tales: Luxe Beachfront w/AC & Ocean view

A cozy living area is highlighted by a comfortable sofa and a wooden coffee table. White bar stools surround a modern kitchen island, while the kitchen features wooden cabinetry. Natural light enters through windows, creating a bright and inviting space.

4.89 out of 5 average rating, 97 reviews

Wonderful 1 Bedroom Condo across from the beach

4.93 out of 5 average rating, 14 reviews

The open-concept living area showcases a light-filled space with a plush sofa, adjacent dining area for six, and a large TV. Panoramic ocean views are framed by expansive windows, while decorative touches, including a colorful ottoman and textured rug, enhance the inviting atmosphere.

Villa in Lahaina

Unparalleled Platinum Luxury Meets Ocean Views

4.95 out of 5 average rating, 94 reviews

A spacious sleeping area features a King-size bed with decorative bedding, complemented by two bedside lamps. Framed botanical artwork adorns the wall above. A plant adds a touch of greenery near the bed, creating a calm and inviting environment.

Apartment in Kaanapali

Kaanapali Shores Resort Studio #334 ~ West Maui ~

A sandy beach is bordered by gentle waves lapping at the shore, with lush green trees providing shade. The distant view features a mountain range under a clear blue sky, creating a serene coastal backdrop. The image captures a tranquil outdoor environment ideal for relaxation.